EP2855492A4 - Process for stabilizing hydrocyanation catalyst - Google Patents

Process for stabilizing hydrocyanation catalyst

Info

Publication number
EP2855492A4
EP2855492A4 EP13796525.7A EP13796525A EP2855492A4 EP 2855492 A4 EP2855492 A4 EP 2855492A4 EP 13796525 A EP13796525 A EP 13796525A EP 2855492 A4 EP2855492 A4 EP 2855492A4
Authority
EP
European Patent Office
Prior art keywords
stabilizing
hydrocyanation catalyst
hydrocyanation
catalyst
stabilizing hydrocyanation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP13796525.7A
Other languages
German (de)
French (fr)
Other versions
EP2855492A1 (en
EP2855492B1 (en
Inventor
William J Tenn Iii
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
INVISTA TECHNOLOGIES Sarl
Original Assignee
Invista Technologies SARL Switzerland
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Invista Technologies SARL Switzerland filed Critical Invista Technologies SARL Switzerland
Publication of EP2855492A1 publication Critical patent/EP2855492A1/en
Publication of EP2855492A4 publication Critical patent/EP2855492A4/en
Application granted granted Critical
Publication of EP2855492B1 publication Critical patent/EP2855492B1/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/04—Nickel compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
    • B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2221—At least one oxygen and one phosphorous atom present as complexing atoms in an at least bidentate or bridging ligand
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/08—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds
    • C07C253/10—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds to compounds containing carbon-to-carbon double bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/141—Esters of phosphorous acids
    • C07F9/145—Esters of phosphorous acids with hydroxyaryl compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
    • C07F9/6574—Esters of oxyacids of phosphorus
    • C07F9/65744—Esters of oxyacids of phosphorus condensed with carbocyclic or heterocyclic rings or ring systems
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/32—Addition reactions to C=C or C-C triple bonds
    • B01J2231/322—Hydrocyanation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
    • B01J2531/847—Nickel

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Toxicology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
EP13796525.7A 2012-06-01 2013-05-24 Process for stabilizing hydrocyanation catalyst Active EP2855492B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201261654584P 2012-06-01 2012-06-01
PCT/US2013/042640 WO2013181096A1 (en) 2012-06-01 2013-05-24 Process for stabilizing hydrocyanation catalyst

Publications (3)

Publication Number Publication Date
EP2855492A1 EP2855492A1 (en) 2015-04-08
EP2855492A4 true EP2855492A4 (en) 2016-01-13
EP2855492B1 EP2855492B1 (en) 2017-07-26

Family

ID=49673839

Family Applications (1)

Application Number Title Priority Date Filing Date
EP13796525.7A Active EP2855492B1 (en) 2012-06-01 2013-05-24 Process for stabilizing hydrocyanation catalyst

Country Status (6)

Country Link
US (2) US9296768B2 (en)
EP (1) EP2855492B1 (en)
JP (1) JP2015519365A (en)
KR (1) KR20150018590A (en)
CN (2) CN106957244B (en)
WO (1) WO2013181096A1 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2855492B1 (en) 2012-06-01 2017-07-26 Invista Technologies S.à.r.l. Process for stabilizing hydrocyanation catalyst
CN109293700B (en) * 2018-11-07 2021-02-09 中国科学院上海有机化学研究所 Chiral diphosphine ligand, preparation method, intermediate and application thereof
CN111995547B (en) 2020-01-19 2021-07-09 浙江新和成股份有限公司 Process and apparatus for the preparation of adiponitrile
CN113912516B (en) * 2021-10-15 2023-06-27 浙江新和成股份有限公司 Application of multidentate phosphite ligand in catalytic synthesis of adiponitrile
CN115433103B (en) * 2022-10-09 2023-08-18 山东新和成维生素有限公司 Synthesis method of isophorone nitrile

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3496215A (en) 1965-11-23 1970-02-17 Du Pont Hydrocyanation of olefins using selected nickel phosphite catalysts
US3496217A (en) 1967-05-23 1970-02-17 Du Pont Hydrocyanation of olefins
US3655723A (en) 1969-10-31 1972-04-11 Du Pont Hydrocyanation of olefins
US3631191A (en) 1970-04-08 1971-12-28 Du Pont Synthesis of zero valent nickel-tetrakis triaryl phosphite complexes
US3766237A (en) 1972-01-25 1973-10-16 Du Pont Hydrocyanation of olefins
US4874884A (en) 1988-03-31 1989-10-17 E. I. Du Pont De Nemours And Company Promoter synergism in pentenenitrile hydrocyanation
JP3553952B2 (en) * 1993-11-23 2004-08-11 イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー Method for hydrocyanation of monoolefin and catalyst composition therefor
US5512696A (en) 1995-07-21 1996-04-30 E. I. Du Pont De Nemours And Company Hydrocyanation process and multidentate phosphite and nickel catalyst composition therefor
US5821378A (en) 1995-01-27 1998-10-13 E. I. Du Pont De Nemours And Company Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles
ZA986369B (en) 1997-07-29 2000-01-17 Du Pont Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles.
ZA986374B (en) 1997-07-29 2000-01-17 Du Pont Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles.
MY124170A (en) 1997-07-29 2006-06-30 Invista Tech Sarl Hydrocyanation processes and multidentate phosphite ligand and nickel catalyst compositions therefor
US5959135A (en) 1997-07-29 1999-09-28 E. I. Du Pont De Nemours And Company Hydrocyanation processes and multidentate phosphite ligand and nickel catalyst compositions thereof
DE19740180A1 (en) * 1997-09-12 1999-03-18 Basf Ag Nickel (0) phosphonite complex useful in production of organic nitriles
CN100360496C (en) 1999-09-20 2008-01-09 因维斯塔技术有限公司 Multidentate phosphite ligands, catalytic compositions containing such ligands and catalytic processes utilizing such catalytic compositions
FR2849027B1 (en) * 2002-12-23 2005-01-21 Rhodia Polyamide Intermediates PROCESS FOR THE SYNTHESIS OF COMPOUNDS COMPRISING NITRIL FUNCTIONS FROM ETHYLENE-UNSATURATED COMPOUNDS
EP2229353B1 (en) * 2008-01-15 2018-01-03 INVISTA Textiles (U.K.) Limited Hydrocyanation of pentenenitriles
CN103080119B (en) 2010-09-07 2015-04-08 因温斯特技术公司 Nickel compositions for preparing nickel metal and nickel complexes
EP2855492B1 (en) 2012-06-01 2017-07-26 Invista Technologies S.à.r.l. Process for stabilizing hydrocyanation catalyst

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1986, XP002751672, Database accession no. 71:112520 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1987, XP002751673, Database accession no. 60:52456 *
See also references of WO2013181096A1 *

Also Published As

Publication number Publication date
KR20150018590A (en) 2015-02-23
CN104379590A (en) 2015-02-25
WO2013181096A1 (en) 2013-12-05
US20150148556A1 (en) 2015-05-28
CN106957244B (en) 2020-05-29
JP2015519365A (en) 2015-07-09
EP2855492A1 (en) 2015-04-08
US20160222040A1 (en) 2016-08-04
CN106957244A (en) 2017-07-18
US9296768B2 (en) 2016-03-29
EP2855492B1 (en) 2017-07-26
CN104379590B (en) 2017-10-27

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